Apartment holiday rentals in Near North Side, Chicago

Wonderful place and the host was amazing. Definitely staying here again the location was awesome and the apartment was beautiful .

Nicole & Matt were responsive, kind, & timely communicators! Their special oasis was artistically beautiful & comfortable in a walkable, safe & vibrant space! We met a neighbor who taught us all about the neighborhood's unique history! We loved traveling all over Chicago in this home away from home! You will, too!

My stay at Sean’s was exactly what I needed…..a clean, quiet, comfortable and peaceful place, being in Chicago for an active, somewhat stressful weekend. The location in beautiful Old Town was perfect, within walking distance of where I needed to be. I had the added bonus of meeting Sean and Stephanie, which is becoming more rare in my Airbnb travels, both very friendly and accommodating. All communication was prompt and helpful. I would highly recommend.

I deeply enjoyed my stay, easy instructions, got the hang of the room well, cozy and nice for you or 2 people. it was very clean and the kitchen and bed area were pristine. I definitely recommend.

I really enjoyed my stay at Nicholas’s apartment in Lincoln Park! As a solo female young traveler, I was a little worried traveling alone and how safe the area would be. I reached out to Nicholas, and he reassured me that I was in a safe area and gave me advice about the surrounding areas. The location is amazing! Everything is safe and walkable! I was able to walk to the Chicago Riverwalk everyday; it was about a 50 minute walk, but the point is that it’s a safe walk! Check-in and check-out were super simple. The directions were crystal clear making the process stress-free. I absolutely loved the apartment; it was perfect for my needs! Also, the furniture, both the bed and couches, were so comfortable!! I absolutely loved the comforter; it kept me so warm. Additionally, I loved all the windows and mirrors the apartment had to offer. I am so excited to stay here again when I come to Chicago again. Thank you guys for an amazing experience!🩷

We had a very pleasurable stay in the apartment. Absolutely perfect accommodations. We found everything that was promised in the listing to be accurate, clean and of high quality. The short walks to Michigan Ave and “EATALY” made it an extra bonus. The parking provided was easy to find and very efficient to negotiate. To have this “known/available” parking was an excellent feature of the stay. My second favorite feature was the “how to” videos that the host provided to ensure that all entry, access and locating the parking were stressless.

great location. very responsive. Definitely would book again

Sarah’s place was lovely! We had a wonderful time — it was within walkable distance to main attractions, and the neighborhood itself was safe, nice, and clean.

I had a wonderful stay at this apartment! It was clean, cozy, and exactly as described. The space had a warm, welcoming vibe and all the essentials for a comfortable visit. The location was convenient, and the host made everything easy with clear communication. I’d gladly stay here again and highly recommend it to anyone looking for a peaceful and pleasant place to stay!

This is a charming and very comfortable unit. All the amenities are thoughtful and more generous than most other AirBNBs that I’ve stayed. We found the location very convenient to family and Northwestern U, and even getting downtown. The unit was spotless, clean and organized. And exceeded our expectations. Being able to park in the garage was a huge benefit for us. We had a busy schedule with leaving in the morning and not getting back until later evening. It was so nice not to have to search for street parking and not have that worry. We very much enjoyed our stay. This will be our “place” when we return. Elizabeth

Beautiful apartment in Chicago’s Gold Coast area - lots to do, easy walking distance to shops, restaurants and Oak Street Beach (and a view of the beach from the dining room). Well appointed building with a rooftop pool, gym and lounge. Quiet neighbors on the floor.

Great stay, carmen was very responsive and the place is very modern and clean.

We were so impressed with this airbnb! It was immaculately clean and beautifully decorated. It was very peaceful and quiet to come back to after our busy days exploring the city. We especially loved the kitchen amenities like high quality olive oil and two types of filtered water! Christine thought of everything! We’d love to come back again!

Well kept, quiet environment. Host is responsive.

David was super kind and helpful throughout our stay. He responds immediately and had clear instructions and communication. The apartment was beautiful and had lots of amenities. The price was also very reasonable for the location. I would definitely recommend this place to anyone!

Benjamin's place fit my needs exactly: super comfortable bed, clean bathroom, lots of surfaces for keeping stuff organized. Benjamin was super responsive upon check-in which is so helpful. I will definitely be staying there again!

We came for our daughter’s graduation and stayed a few extra days to tour the city. This place was perfectly located for both occasions. It was much more spacious than we expected, and everything was very clean. We especially appreciated the fresh towels and beddings. Our only wish is that the beds were a bit larger, especially the double bed, which would be more comfortable for a couple if it were at least a queen size. That said, the beds were very comfortable. Overall, we had a wonderful stay - definitely one of our best Airbnb experiences!

Perfect weeklong stay in Chicago! The apartment is well equipped and makes you feel right at home. The building is connected via sky bridge to Jewel making it easy to grab groceries. The location cannot be beat - easy access to West Loop, Wicker Park, River North. The hosts were fantastic and flexible with our check in times. Looking forward to coming back!

We stayed with my family for 3 days n loved the place it's ambience, cleanliness, very well equipped with all the necessities.....this place definitely feels like home and the hosts are very kind and quick with there response. Wherever in future I am coming to chicago shall book this place.

David and his co-host were excellent. Our family enjoyed our stay. We used to live in the Bronzeville area and love the new additions to the neighborhood. Everything met or exceeded our expectations.

SPECTACULAR!! This space is how you should visit Chicago. Breath taking views from this 33rd floor luxury penthouse apartment lives up to the hype. Our family of six were extremely comfortable in this 3 bedroom/3 bath unit. And for a person that likes cooking, the kitchen is spacious. Don’t pass on seeing Chicago from the views in this beautiful apartment.

Stay was great and Mariam was a super host. The space was exactly as pictured and all the games were a blast. Miriam even checked in a couple times to make sure we had everything we need and that we were having a good time. For sure would stay here again.

Clean and cozy home with a friendly host!

This apartment had everything that I needed during my work-and-play trip to Chicago. Easy access to public transportation, pleasant walks to the river and the west loop, and the gym and pool were awesome. Stephanie was extremely quick to respond and friendly from start to finish. I would be very comfortable staying here again next time I’m in Chicago.